

STL is a low-key gem when it comes to casual dating: fun, flirty, and totally pressure-free. From sipping cocktails under string lights in the Central West End or catching live music in The Grove, the city makes it super easy to meet someone new and enjoy the moment—no expectations, no stress, just good vibes (and maybe a second round?) And if your idea of flirting starts with a funny message instead of a meet-cute at Mission Taco? OBC has you covered. It’s a chill way to connect with local singles in St. Louis looking for fun, chemistry, and whatever happens next, wink wink.
Connect with Your Kind of People
St. Louis singles are the real deal. They're friendly, grounded, and just quirky enough to keep things spicy. Street art and indie concerts, wine tastings and Cards games, whatever totally on your wavelength, there's a match out there waiting. In the Lou, casual dating is about meeting people who get your vibe without the pressure to define it. Great conversation? Check. Easy chemistry? Double check. All that’s left is seeing where things go.
First Dates That Actually Feel Like Fun
Tired of first dates that feel like job interviews? St. Louis knows how to keep things casual and cool. Think candlelit speakeasies, rooftop lounges with skyline views, or impromptu dancing at a Soulard bar with a great live band. It’s the kind of city where you can grab frozen custard at Ted Drewes one minute and be deep in a heart-to-heart over cocktails the next. On OBC, meeting someone who’s on your wavelength is as easy as sliding into the right convo. It may turn into a weekend brunch buddy or a flirty whole-summer fling, you just never know. All we know is you’re in the right city to keep it playful and pressure-free.
Whether you want to laugh, dance, just take in the sunset, or all three, St. Louis has you covered.
Rooftop Drinks at Three Sixty
Perched atop the Hilton downtown, this rooftop bar offers jaw-dropping views of the Gateway Arch and Busch Stadium. Grab a drink, watch the sunset, and let the city skyline set the mood.
Laugh It Up at Helium Comedy Club
Nothing breaks the ice like laughter. Head to this popular comedy club for a night of stand-up, cocktails, and easy-going vibes that make conversation flow effortlessly.
Speakeasy Vibes at Thaxton Speakeasy
For a date with a touch of mystery, slip into this Prohibition-era hideaway downtown. Low lighting, swing music, and handcrafted cocktails set the scene for flirty conversation and vintage charm.
Dance & Drinks at The Pepper Lounge
This chic lounge in Downtown West is perfect for turning the energy up a notch. Great DJs, signature cocktails, and a sleek crowd make it ideal for a date that turns into dancing.
At OBC we take a carefree approach to dating online. Dating should be fun, not serious, that's why OBC has millions of profiles of singles who love to date and connect. With our fun and lighthearted approach, you can meet local singles who enjoy dating and being single all at once, with thousands of members joining daily.
Join the number one carefree dating app to meet singles of all ages and backgrounds - OBC.